Holiday rentals with a pool in Door County

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Top-rated rentals with a pool in Door County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

A spacious living area is highlighted by a large sectional sofa, accented with decorative pillows. A flat-screen TV is mounted above a stone fireplace. Natural light pours in through two large windows, enhancing the welcoming ambiance of the space.

Townhouse in Egg Harbor

4.91 out of 5 average rating, 191 reviews

Indoor pool and hottub Egg Harbor condo #51

Townhouse condo at Meadow Ridge Resort in Egg Harbor. 1/2 mile from downtown Egg Harbor and the Egg Harbor Fun Park. This condo has 3 bedrooms, master has king size bed, 2nd bedroom has 2 full size beds and the 3rd bedroom is a loft that has a King size bed. Living room also has a pull out sofa. 2 1/2 bath. Also has an attached 1 stall garage with a gas grill. Upper and lower deck. New beds and TVs. There is a pool house featuring an indoor pool and hottub located at the Meadow Ridge entrance.

Guest favourite

An indoor swimming pool is framed by large windows, allowing natural light to fill the space. The wooden ceiling adds warmth to the area. Lounge chairs are arranged along one side, providing a spot for relaxation.

Apartment in Fish Creek

5 out of 5 average rating, 8 reviews

Wyndham Little Sweden | 2BR/2BA King Balcony Suite

Welcome to this unique, Swedish-designed resort in the evergreen woodlands of Wisconsin’s Door County. This all-season retreat is perfect for a round of golf, hiking, cross-country skiing, and, of course, relaxation. Wyndham Little Sweden | 2BR/2BA King Balcony Suite • Size: 1600 - 1600 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 Queen Sleeper Sofa - 1 Room Amenities • Barbecue Grill (Outdoor) • Hairdryer • Washer/Dryer In Unit • DVD Player • Television • Firepl

Superhost

The living area features large windows, allowing natural light to filter in, illuminating the comfortable seating area. A wooden dining table is set with placemats, and a chandelier hangs above. A small balcony is visible through the sliding glass doors.

Apartment in Egg Harbor

4.91 out of 5 average rating, 203 reviews

DoorCo Happy Place @Landmark Resort

Welcome to this wonderful, full of positive energy and relaxing resort! The condo is a great place to relax, explore and rejuvenate! 1 bedroom with a queen size bed and queen sleeper sofa in the living room and fully equipped kitchen make enough room for 4 guests. The resort is a great place to enjoy- 1 indoor pool, exercise room and a game room located in the main building, hot tub, sauna in each building, 3 HEATED outdoor pools open seasonally (May- August), tennis court, playground, a trail.

Superhost

Cottage in Fish Creek

4.74 out of 5 average rating, 100 reviews

Cozy Cabin! Amazing Location in Fish Creek! Pool!

Little Yellow Cottage is in the heart of Downtown Fish Creek. Featuring 2 cozy bedrooms, living room, full kitchen, 3 Roku-TV's, wifi, whirlpool tub/shower, & outdoor swimming pool. Enjoy the off-site "Adventure Shed" bikes and kayaks to use at Peninsula State Park or surrounding areas. We have a grill, coolers and games! Located just steps from Peninsula State Park, Sandy Fish Creek public beach, & the best local restaurants. Kid & dog friendly. *Please read description in full before booking*

Guest favourite

A view of the Evergreen Hill Condominiums showcases a row of two-level condos set against a backdrop of green trees. The image features a fenced swimming pool with a cover and lounge chairs arranged nearby, creating a serene outdoor space.

Apartment in Fish Creek

4.91 out of 5 average rating, 283 reviews

Evergreen Hill A Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! A rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

Guest favourite

A spacious living area is presented, featuring a large sectional sofa and an accent chair. Natural light filters through multiple windows. The adjoining dining area includes a long table surrounded by several chairs. A view of the modern kitchen with dark cabinetry is visible in the background.

Townhouse in Egg Harbor

4.93 out of 5 average rating, 164 reviews

Beautifully Updated Egg Harbor Townhouse in town!

Awesome location and beautifully updated Unit 52 Townhouse style condo at Meadow Ridge Resort in Egg Harbor. Right at the top of the hill at the start of Egg Harbor. One mile to the public beach, 1/2 mile from downtown. Directly next to Harbor Ridge Winery! This 3 bedroom, 2 living room unit is one of only a few at Meadow Ridge with no one above/below and has direct access-no hotel style common area. Attached garage with gas grill. Large deck. Indoor pool and hot tub in clubhouse!

Guest favourite

The entrance to Meadow Ridge is marked by a stone facade featuring two blue signs. Surrounding greenery is complemented by pumpkins arranged on a stone outcrop, creating a seasonal display. Soft light illuminates the scene, highlighting the welcoming aspect of the property.

Apartment in Egg Harbor

4.91 out of 5 average rating, 112 reviews

Entire Townhouse -Escape to Door County

Unit F22 in Meadow Ridge is just a minute away from beautiful Egg Harbor! You’ll stay in a quiet townhouse with no one above or below you, with private parking and entrance. There is a gorgeous indoor pool, indoor hot tub, tennis court, and walking trail onsite. Right next door to Harbor Ridge Winery, minutes from fine dining, boutique shopping, a beautiful marina and beaches in quaint Egg Harbor. Down the road from an adventure park with go-karts, mini golf, arcade games and more!

Superhost

A compact dining area is featured with a white marble table and black bench seating arranged around it. The large window allows natural light to enter, framed by a dark blind, and offers a view of the surrounding greenery.

Tiny home in Baileys Harbor

4.88 out of 5 average rating, 25 reviews

17 ft Poolside Camper

We have a 17ft Camper rental in Beantown Campground located in the heart of Baileys Harbor. Guest can use all amenities in the Campground like heated swimming pool ,barrel rides play grounds and shower house. We are a mile a way from the lake Michigan mins away from restaturant local brewery and 10-15mins aways from nearby town of Fishcreek Eggharbor and Sister Bay. We don’t allow pets on this listing . You are to bring your own beddings, bathroom essentials and kitchen stuff.

Guest favourite

An inviting outdoor pool area features a sparkling blue pool and a relaxing hot tub. Surrounding lounge chairs and tables offer a place to unwind, while the well-maintained landscaping provides a serene backdrop. The townhome structure can be seen in the distance.

Apartment in Fish Creek

4.93 out of 5 average rating, 30 reviews

Fish Creek Condo - Walk to Shopping, Dining & Park

Nestled in the heart of Fish Creek, the Hilltop Retreat offers the perfect blend of tranquility and convenience for your next Door County adventure. This charming two-bedroom, 1.5 bathroom townhome is just a short walk or bike ride from local shops, restaurants, and the breathtaking Peninsula State Park. Whether you're here for a relaxing escape or an action-packed getaway, this well-appointed condo delivers exceptional hospitality with top-tier cleanliness and comfort.

Superhost

An outdoor pool is surrounded by lounge chairs, with a shaded area offered by umbrellas. A bright and airy indoor space features a spacious bed next to a window, while a fully-equipped kitchen showcases modern appliances against a wood-panel backdrop.

Flat in Fish Creek

5 out of 5 average rating, 4 reviews

Scenic Retreat: 1B Little Sweden, Door County

Discover Little Sweden, a Gold Crown resort in scenic Door County. Enjoy luxury amenities, including a PGA-recognized golf course, indoor/outdoor pools, and whirlpool hot tubs. With 89 acres of natural beauty and private trails, immerse yourself in year-round activities for all ages. Experience the best of Door County at Little Sweden. • Guests must be 18+ with a valid ID for a $250 refundable deposit. • Reservation name must match photo ID.

Superhost

A living area features a comfortable red sofa facing a large window that offers views of green outdoors. A gas fireplace is positioned beside a light wood shelf with decorative items. A TV is mounted on the wall, and a patterned chair and coffee table complete the setting.

Flat in Fish Creek

4.85 out of 5 average rating, 72 reviews

1 Bedroom Suite in a World-Class Swedish Resort

Little Sweden offers hiking, biking, cross-country ski trails, championship golf courses, fishing, windsurfing, boating, state parks and summer theater. Historic villages along the Door Peninsula abound with an array of antique shops and art galleries. All amenities open. • Guest checking in must be 18+ with valid ID & credit card for $250 refundable security deposit (credit card only) • Name on reservation must match photo ID at check-in

Guest favourite

The living area is furnished with a gray sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits on a textured blue area rug, with a small plant placed on top. The open kitchen is visible in the background, featuring modern appliances and a dining island with seating.

Apartment in Egg Harbor

4.88 out of 5 average rating, 178 reviews

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

Condo F23 at Meadow Ridge Resort in Egg Harbor, remodeled in 2022. Directly at the top of the hill at the entrance to Egg Harbor. One mile to public beach and half a mile from downtown. This 1800sqft, 3 bedroom unit is one of few at Meadow Ridge with no one above or below you and has direct access versus a common entrance. Attached single stall garage with gas grill and four beach chairs for guest use. Large deck and backyard.